DE69402703D1 - 3- (INDOL-3-YL) PROPENIC ACID DERIVATIVES USEFUL AS NMDA ANTAGONISTS - Google Patents
3- (INDOL-3-YL) PROPENIC ACID DERIVATIVES USEFUL AS NMDA ANTAGONISTSInfo
- Publication number
- DE69402703D1 DE69402703D1 DE69402703T DE69402703T DE69402703D1 DE 69402703 D1 DE69402703 D1 DE 69402703D1 DE 69402703 T DE69402703 T DE 69402703T DE 69402703 T DE69402703 T DE 69402703T DE 69402703 D1 DE69402703 D1 DE 69402703D1
- Authority
- DE
- Germany
- Prior art keywords
- acid derivatives
- indol
- derivatives useful
- nmda antagonists
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- PLVPPLCLBIEYEA-UHFFFAOYSA-N 3-(1h-indol-3-yl)prop-2-enoic acid Chemical class C1=CC=C2C(C=CC(=O)O)=CNC2=C1 PLVPPLCLBIEYEA-UHFFFAOYSA-N 0.000 title 1
- HOKKHZGPKSLGJE-GSVOUGTGSA-N N-Methyl-D-aspartic acid Chemical compound CN[C@@H](C(O)=O)CC(O)=O HOKKHZGPKSLGJE-GSVOUGTGSA-N 0.000 title 1
- 239000005557 antagonist Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- LZWMQUFGLZSLJN-UHFFFAOYSA-N N1=CC(C2=CC=CC=C12)=C=CC(=O)O Chemical class N1=CC(C2=CC=CC=C12)=C=CC(=O)O LZWMQUFGLZSLJN-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000003703 n methyl dextro aspartic acid receptor blocking agent Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Vascular Medicine (AREA)
- Anesthesiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Pain & Pain Management (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A compound of formula (I), wherein Z is hydrogen, -CH3, or -C2H5; X and Y are represented by -OH, a physiologically acceptable ester, or a physiologically acceptable amide; R is represented by from 1 to 3 substituents independently chosen from the group: hydrogen, C1-4 alkyl, C1-4 alkoxy, halogen, -CF3, or -OCF3; R1 is represented by from 1 to 3 substituents independently chosen from the group: hydrogen, amino, C1-4 alkyl, C1-4 alkoxy, halogen, -CF3, or -OCF3; and pharmaceutically acceptable addition salts thereof. These 3-indolyl-3-yl-propenoic acid derivatives are useful as NMDA antagonist.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6836793A | 1993-05-27 | 1993-05-27 | |
| US13932393A | 1993-10-19 | 1993-10-19 | |
| US19081494A | 1994-02-02 | 1994-02-02 | |
| PCT/US1994/005023 WO1994027964A1 (en) | 1993-05-27 | 1994-05-02 | 3-(indol-3-yl) propenoic acid derivatives and as nmda antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69402703D1 true DE69402703D1 (en) | 1997-05-22 |
| DE69402703T2 DE69402703T2 (en) | 1997-11-27 |
Family
ID=27371322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69402703T Expired - Lifetime DE69402703T2 (en) | 1993-05-27 | 1994-05-02 | 3- (INDOL-3-YL) PROPENIC ACID DERIVATIVES USEFUL AS NMDA ANTAGONISTS |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0701551B1 (en) |
| JP (1) | JP3334805B2 (en) |
| KR (1) | KR100314482B1 (en) |
| CN (1) | CN1051302C (en) |
| AT (1) | ATE151750T1 (en) |
| AU (1) | AU681402B2 (en) |
| CA (1) | CA2161768C (en) |
| DE (1) | DE69402703T2 (en) |
| DK (1) | DK0701551T3 (en) |
| ES (1) | ES2103590T3 (en) |
| FI (1) | FI955604A (en) |
| GR (1) | GR3023973T3 (en) |
| HU (1) | HU216633B (en) |
| IL (1) | IL109744A (en) |
| NO (1) | NO306021B1 (en) |
| TW (1) | TW262467B (en) |
| WO (1) | WO1994027964A1 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9304500D0 (en) * | 1993-03-05 | 1993-04-21 | Glaxo Spa | Heterocyclic compounds |
| US5563157B1 (en) | 1994-10-31 | 1999-02-02 | Hoecst Marion Roussel Inc | Heterocycle substituted propenoic acid derivatives and pharmaceutical compositions thereof |
| KR20000048715A (en) * | 1996-09-30 | 2000-07-25 | 게리 디. 스트리트, 스티븐 엘. 네스비트 | Nmda (n-methyl-d-aspartate) antagonists |
| CN101770315B (en) | 2009-01-05 | 2012-05-23 | 鸿富锦精密工业（深圳）有限公司 | Touch electronic device with sliding control function and sliding control method thereof |
| CN113419009B (en) * | 2021-06-29 | 2023-02-07 | 国家烟草质量监督检验中心 | Liquid chromatography tandem mass spectrometry determination method for fluensulfone metabolite |
| CN113419008B (en) * | 2021-06-29 | 2023-02-07 | 国家烟草质量监督检验中心 | Synthetic phase chromatography tandem mass spectrometry determination method for fluensulfone metabolite |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5284862A (en) * | 1991-03-18 | 1994-02-08 | Warner-Lambert Company | Derivatives of 2-carboxyindoles having pharmaceutical activity |
| GB9208492D0 (en) * | 1992-04-16 | 1992-06-03 | Glaxo Spa | Heterocyclic compounds |
| JP6788745B2 (en) * | 2017-07-25 | 2020-11-25 | 株式会社日立ハイテク | Automatic analyzer |
-
1994
- 1994-05-02 DE DE69402703T patent/DE69402703T2/en not_active Expired - Lifetime
- 1994-05-02 CN CN94192246A patent/CN1051302C/en not_active Expired - Fee Related
- 1994-05-02 KR KR1019950705393A patent/KR100314482B1/en not_active IP Right Cessation
- 1994-05-02 CA CA002161768A patent/CA2161768C/en not_active Expired - Lifetime
- 1994-05-02 EP EP94916035A patent/EP0701551B1/en not_active Expired - Lifetime
- 1994-05-02 JP JP50066395A patent/JP3334805B2/en not_active Expired - Lifetime
- 1994-05-02 AU AU67843/94A patent/AU681402B2/en not_active Ceased
- 1994-05-02 WO PCT/US1994/005023 patent/WO1994027964A1/en active IP Right Grant
- 1994-05-02 AT AT94916035T patent/ATE151750T1/en not_active IP Right Cessation
- 1994-05-02 DK DK94916035.2T patent/DK0701551T3/en active
- 1994-05-02 ES ES94916035T patent/ES2103590T3/en not_active Expired - Lifetime
- 1994-05-02 HU HU9503367A patent/HU216633B/en not_active IP Right Cessation
- 1994-05-24 TW TW083104700A patent/TW262467B/zh active
- 1994-05-24 IL IL10974494A patent/IL109744A/en not_active IP Right Cessation
-
1995
- 1995-11-21 FI FI955604A patent/FI955604A/en unknown
- 1995-11-24 NO NO954769A patent/NO306021B1/en not_active IP Right Cessation
-
1997
- 1997-07-02 GR GR970401624T patent/GR3023973T3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW262467B (en) | 1995-11-11 |
| JPH09508615A (en) | 1997-09-02 |
| KR100314482B1 (en) | 2002-02-28 |
| NO954769L (en) | 1996-01-25 |
| HU9503367D0 (en) | 1996-01-29 |
| HU216633B (en) | 1999-07-28 |
| EP0701551A1 (en) | 1996-03-20 |
| AU6784394A (en) | 1994-12-20 |
| KR960702438A (en) | 1996-04-27 |
| IL109744A0 (en) | 1994-08-26 |
| DK0701551T3 (en) | 1997-10-20 |
| NO954769D0 (en) | 1995-11-24 |
| FI955604A0 (en) | 1995-11-21 |
| ES2103590T3 (en) | 1997-09-16 |
| GR3023973T3 (en) | 1997-10-31 |
| NO306021B1 (en) | 1999-09-06 |
| AU681402B2 (en) | 1997-08-28 |
| IL109744A (en) | 1999-06-20 |
| CA2161768C (en) | 1998-08-18 |
| EP0701551B1 (en) | 1997-04-16 |
| FI955604A (en) | 1995-11-21 |
| JP3334805B2 (en) | 2002-10-15 |
| WO1994027964A1 (en) | 1994-12-08 |
| CA2161768A1 (en) | 1994-12-08 |
| ATE151750T1 (en) | 1997-05-15 |
| HUT74620A (en) | 1997-01-28 |
| CN1124484A (en) | 1996-06-12 |
| DE69402703T2 (en) | 1997-11-27 |
| CN1051302C (en) | 2000-04-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: AVENTIS INC. (N.D.GES.D. STAATES PENNSYLVANIA), GR |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: AVENTISUB II INC., GREENVILLE, DEL., US |